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. 1973 Sep;135(1):203–213. doi: 10.1042/bj1350203

The alkylation of 2′-deoxyguanosine and of thymidine with diazoalkanes. Some observations on O-alkylation

P B Farmer 1, A B Foster 1, M Jarman 1, M J Tisdale 1
PMCID: PMC1165805  PMID: 4776868

Abstract

The reaction in ether–methanol between 2′-deoxyguanosine and diazomethane or its ethyl or n-butyl homologue gives 1-, O6- and 7-alkyl-2′-deoxyguanosine. N2,O6-Dimethyl-2′-deoxyguanosine was also detected. The hydrolysis of the methyl and the ethyl derivatives gives the corresponding alkylguanines: the O6-alkyl-2′-deoxyguanosines were sequentially hydrolysed, first to 2-amino-6-alkoxypurines, subsequently to guanine. The mass spectra of O6-alkyl-2′-deoxyguanosines (methyl and ethyl) and of the corresponding 2-amino-6-alkoxypurines were determined. The reaction of diazomethane with thymidine afforded O4-methylthymidine, in addition to the previously detected 3-methylthymidine.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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